Lobeglitazone Sulfate

Lobeglitazone Sulfate 구조식 이미지
카스 번호:
763108-62-9
상품명:
Lobeglitazone Sulfate
동의어(영문):
CKD501;CKD-501;CKD 501;Chong Kun Dang;Lobeglitazone Sulfate;Lobeglitazone Sulfate. trade name Duvie;Lobeglitazone Sulfate. trade name Duvie, Chong Kun Dang;5-(4-(2-((6-(4-Methoxyphenoxy)pyrimidin-4-yl)(methyl)amino)ethoxy)benzyl)thiazolidine-2,4-dione sulfate
CBNumber:
CB53159926
분자식:
C24H26N4O9S2
포뮬러 무게:
578.61
MOL 파일:
763108-62-9.mol

Lobeglitazone Sulfate 속성

물리적 상태
Solid
색상
White to off-white
InChIKey
IFBYQAMJTBOBHB-UHFFFAOYSA-N
SMILES
S(O)(O)(=O)=O.O(C1C=CC(OC)=CC=1)C1=NC=NC(N(C)CCOC2C=CC(CC3C(NC(=O)S3)=O)=CC=2)=C1

안전

Lobeglitazone Sulfate C화학적 특성, 용도, 생산

개요

Lobeglitazone sulfate, an oral peroxisome proliferator-activated receptor (PPARa/c) dual agonist with IC50 = 20 and 18 nM respectively, was developed by Chong Kun Dang Pharmaceutical in Korea for the treatment of diabetes. This drug is differentiated from two other PPAR agonists available—pioglitazone and rosiglitazone —which lack PPARa activity. The most likely processscale preparation of lobeglitazone sulfate follows the route described in a process communication from Chong Kun Dang Pharmaceutical.

Synthesis

Commercially available 4,6-dichloropyrimidine (152) was treated with a stoichiometric equivalent of p-methoxyphenol (153) in the presence of KF in warm DMF . Upon completion of this reaction, 2-methylaminoethanol was added to the mixture to provide pyrimidine 154 in high yield. Next, alcohol 154 underwent a substitution reaction with p-fluorobenzaldehyde (155) under basic conditions to provide alkoxy benzaldehyde 156 which was converted to the benzylidene thiazolidindione 158 upon subjection to Knoevenagel conditions with 2,4-thiazolidinedione (157) in 90% yield. Finally, reduction of olefin 158 was facilitated by treatment with the Hantzsch ester (159) in the presence of silica gel followed by treatment with methanolic sulfuric acid (96%) at low temperature to ultimately furnish lobeglitazone sulfate in 90% yield.

Synthesis_763108-62-9

Lobeglitazone Sulfate 준비 용품 및 원자재

원자재

준비 용품


Lobeglitazone Sulfate 공급 업체

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TargetMol Chemicals Inc.
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Changzhou Chenhong Biotechnology Co., Ltd. 0519-85788828 13775037613
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